31351-12-9

Usage

Uses

Used in Pharmaceutical Industry:
(3aalpha,4alpha,7alpha,7aalpha)-octahydro-4,7-methano-5H-inden-5-one is used as a building block in the synthesis of other organic compounds for its potential applications in the pharmaceutical industry. Its unique structure and reactivity contribute to the development of new pharmaceutical products.
Used in Agrochemical Industry:
In the agrochemical industry, (3aalpha,4alpha,7alpha,7aalpha)-octahydro-4,7-methano-5H-inden-5-one serves as a valuable intermediate for the synthesis of various agrochemical compounds, playing a crucial role in the development of new products for agricultural applications.

Upstream product

• 22981-84-6 (3aS^*,4R^*,7S^*,7aR^*)-2,3,4a,4,7,7a-hexahydro-4,7-methano-1H-inden-1-one 
• 2825-83-4 (3aR,4R,7S,7aS)-octahydro-1H-4,7-methanoindene 
• 1755-01-7 endo-Dicyclopentadien 
• 120-92-3 cyclopentanone 
• 542-92-7 cyclopenta-1,3-diene 
• 2826-19-9 (3aR^*,4S^*,7R^*,7aS^*)-2,3,3a,4,7,7a-hexahydro-4,7-methano-1H-indene 
• 15904-95-7 endo-trimethylene-2-endo-norbornanol 
• 10271-45-1 (3aR^*,4S^*,5R^*,7S^*,7aR^*)-2,3,3a,4,5,6,7,7a-octahydro-5-hydroxy-4,7-methano-1H-indene 
• 133-21-1 tricyclo[5.2.1.0(2,6)]decenol 
• 125877-73-8 (1R^*,3aS^*,4R^*,7S^*,7aR^*)-2,3,3a,4,7,7a-hexahydro-1-((methylsulfonyl)oxy)-4,7-methano-1H-indene 
• 65470-96-4 (1R^*,3aS^*,4R^*,7S^*,7aR^*)-2,3,4a,4,7,7a-hexahydro-4,7-methano-1H-inden-1-ol 

Downstream Products

• 27296-90-8 2-phenyl-5,6-endo-trimethylene-2-endo-norbornanol 
• 10271-42-8 (1RS,2RS,6RS,7SR,8SR)-endo-tricyclo<5.2.1.0^2,6>deca-8-ol 
• 2825-83-4 (3aR,4S,7R,7aS)-Octahydro-4,7-methano-indene 
• 30983-74-5 (+/-)-5t-(4-nitro-benzoyloxy)-(3arH.7acH)-hexahydro-4c.7c-methano-indan 
• 10271-42-8 (3aRS,4SR,5SR,7SR,7aRS)-(±)-octahydro-1H-4,7-methanoinden-5-ol 
• 115897-71-7 1-methyl-5-<3-((1SR,2RS,6RS,7SR,8SR)-endo-tricyclo<5.2.1.0^2,6>dec-8-yloxy)-4-methoxyphenyl>-2-imidazolidinone 
• 115897-63-7 {4-Methoxy-3-[(3aR,4S,5S,7S,7aR)-(octahydro-4,7-methano-inden-5-yl)oxy]-phenyl}-methylamino-acetonitrile 
• 115897-69-3 1-{4-Methoxy-3-[(3aR,4S,5S,7S,7aR)-(octahydro-4,7-methano-inden-5-yl)oxy]-phenyl}-N¹-methyl-ethane-1,2-diamine 
• 115898-57-2 4-Methoxy-3-[(3aR,4S,5S,7S,7aR)-(octahydro-4,7-methano-inden-5-yl)oxy]-benzaldehyde 
• 115898-56-1 (3aR,4S,5S,7S,7aR)-5-(5-Bromo-2-methoxy-phenoxy)-octahydro-4,7-methano-indene 
• 115898-53-8 4-Bromo-2-[(3aR,4S,5S,7S,7aR)-(octahydro-4,7-methano-inden-5-yl)oxy]-phenol 
• 115898-50-5 2-[(3aR,4S,5S,7S,7aR)-(Octahydro-4,7-methano-inden-5-yl)oxy]-phenol 

Relevant academic research and scientific papers

What Is the True Structure of D609, a Widely Used Lipid Related Enzyme Inhibitor?

(Chemical Equation Presented) D609 (1) has been used as a lipid-related enzyme inhibitor during the past three decades. Although it has eight possible stereoisomers, no systematic research considering its chirality has been performed. In this paper, eight possible chiral alcohols as direct precursors of D609 were synthesized, and their stereochemistries were elucidated by a vibrational circular dichroism (VCD) technique. Phosphatidylcholine-specific phospholipase C and sphingomyelin synthase inhibition assays of these isomers showed considerable differences in their activities.

PREPARATION OF KETONE CONTAINING CYCLIC COMPOUNDS

A method of preparing a polycyclic compound containing a ketone functionality comprising: reacting a mixture comprising a catalyst, a reactant compound and an amount of water greater than or equal to 3 weight percent (wt %) based on the weight of the reactant compound; wherein said catalyst comprises nickel and base and said reactant compound comprises at least two fused rings, A and B wherein ring A is a saturated ring or ring system having 5 to 7 cyclic carbons and substituted with a hydroxyl functionality and ring B is a non-aromatic unsaturated ring having 5 to 6 cyclic carbons; and converting the hydroxyl functionality of ring A to a ketone functionality and non-aromatic unsaturated ring B to a saturated ring.

Photochemistry of aliphatic thioketones in the gas phase

The solution and gas-phase photophysical and photochemical properties of a series of bicyclic and alicyclic thioketones (apothiocamphor (1), thiocamphor (2), thiofenchone (3), endo-5,6-trimethylene-2-norborneanthione (4), 3,3-diethylbicyclo[3.2.1]octane-2-thione (5), 2,2-diethyl-5,5-dimethylcyclopentanethione (6), 2-ethyl-2,6,6-trimethylcyclohexanethione (7), and 2,4,4-trimethyl-3-hexanethione (8)) are reported. Photolysis in solution typically gives rise to products arising from insertion into β, γ, and, in one case (4), δ carbons to form cyclic thiols. This chemistry is analogous to that observed in earlier studies. Novel photochemistry is found in the gas phase where Norrish type II products are also isolated from several substrates (1, 2, 5, 6, and 7). The effect of the quencher gas, butane, on both the spectral and photochemical properties of 2 in the gas phase provide evidence to support the proposal that the Norrish type II chemistry arises from initially populated vibrationally excited levels of S2.

Derivatisation of Saturated Hydrocarbons. The Mechanism of RuO4 Oxidations

The reaction mechanism of RuO4 oxidations of saturated hydrocarbons has been investigated by several methods. (1) By oxidation of endo-tetrahydrodicyclopentadiene (1H) and 2,6-dideuterio-endo-tetrahydrodicyclopentadiene (1D) a kinetic deuterium isotope effect of 5.3 was observed, indicating transfer of a hydrogen species and not a single electron in the rate-determining step. (2) No chlorinated products were formed from the reaction in CCl4.Radical intermediates are therefore not likely. (3) In the presence of chloride ion, 2-chloro-endo-tetrahydrodicyclopentadiene (2-Cl) was formed in addition to endo-tetrahydrodicyclopentadien-2-ol (2-OH), indicating a carbocation intermediate. (4) Further oxidation of 2-OH to bicyclodecane-2,6-dione (8) proceeds via a ruthenium complex with the hydroxy group as the corresponding acetate 2-OAc was not oxidised.These points indicate that the reaction proceeds by hydride abstraction and carbocation formation and not by a cyclic one-step formation of the ruthenium ester from the saturated hydrocarbon.

Linearly Fused vs Bridged Regioselection in the Intramolecular 1,3-Diyl Trapping Reaction

The intramolecular diyl trapping reaction can now be used to obtain synthetically useful quantities of either bridged or linearly fused cycloadducts in a selective manner and by design.Bridged cycloadducts arise by intercepting the triplet diyl, while linearly fused products can be produced from either the singlet or the triplet.When an electron-withdrawing group is attached to the diylophile , the singlet diyl leads selectively to fused cycloadducts.On the other hand , the presence of a large alkyl group attached to the internal carbon of the diylophile affords bridged cycloadducts selectively from cycloaddition with the triplet.Four diazenes, 4-7, differing only in the electronic and steric properties of the substituent located on the internal carbon of the diylophile, were studied.The diyl trapping reactions were conducted using ca. 1 mM solutions of diazene in THF at reflux for periods of 3-4h; cycloadduct yields ranged from 68percent ( beginning with the dimethyl ketal 7) to 98percent ( from keto diazene 4).To determine the origin of the bridged cycloadducts, the effect of oxygen upon the product distribution was examined.The results show that the rate of the intramolecular triplet diyl cycloaddition is slower than the rate of the intermolecular reaction of the triplet with oxygen.The rate of triplet intramolecular cycloaddition can be estimated to be less than 4 x 106 to 4 x 107 s-1.

Steric Effects on Reaction Rates - III. Application of Force-Field Calculations to Chromic Acid Oxidation of Alcohols

The rates of oxidation with chromic acid of 15 bi- and polycyclic secondary alcohols have been measured and correlated with strain changes calculated by the MM1-program between the alcohols and the corresponding ketones.A correlation of the same quality is obtained upon representation of OH-strain by CH3-strain.The significance of the correlations with respect to the oxidation mechanism as well as the limitations of the applicability of force-field calculations to reactivity problems are discussed.